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BRPI1015965A2 - "Thermoplastic polyurethane, process for producing a thermoplastic polyurethane, product, and use of an ester." - Google Patents

"Thermoplastic polyurethane, process for producing a thermoplastic polyurethane, product, and use of an ester."

Info

Publication number
BRPI1015965A2
BRPI1015965A2 BRPI1015965A BRPI1015965A BRPI1015965A2 BR PI1015965 A2 BRPI1015965 A2 BR PI1015965A2 BR PI1015965 A BRPI1015965 A BR PI1015965A BR PI1015965 A BRPI1015965 A BR PI1015965A BR PI1015965 A2 BRPI1015965 A2 BR PI1015965A2
Authority
BR
Brazil
Prior art keywords
thermoplastic polyurethane
ester
producing
product
polyurethane
Prior art date
Application number
BRPI1015965A
Other languages
Portuguese (pt)
Inventor
Bin Eric Chen
Carsten Günter
Christoph Bahr
Dirk Kempfert
Frank Schäfer
GüNTER SCHOLZ
Harald Schulz
Lim Tien Kuan
Martin Vallo
Teruya Ohkuwa
Yasuyuki Suzuki
Original Assignee
Basf Se
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from PCT/CN2009/071551 external-priority patent/WO2010124459A1/en
Application filed by Basf Se filed Critical Basf Se
Publication of BRPI1015965A2 publication Critical patent/BRPI1015965A2/en
Publication of BRPI1015965B1 publication Critical patent/BRPI1015965B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/10Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6633Compounds of group C08G18/42
    • C08G18/6637Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/664Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/0895Manufacture of polymers by continuous processes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08Processes
    • C08G18/16Catalysts
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/34Carboxylic acids; Esters thereof with monohydroxyl compounds
    • C08G18/343Polycarboxylic acids having at least three carboxylic acid groups
    • C08G18/345Polycarboxylic acids having at least three carboxylic acid groups having three carboxylic acid groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/42Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4236Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
    • C08G18/4238Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/48Polyethers
    • C08G18/4854Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666Compounds of group C08G18/48 or C08G18/52
    • C08G18/667Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6674Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/74Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C08G18/7671Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/77Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
    • C08G18/78Nitrogen
    • C08G18/79Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
    • C08G18/797Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing carbodiimide and/or uretone-imine groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/18Plasticising macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2120/00Compositions for reaction injection moulding processes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2375/00Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2375/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0016Plasticisers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/005Stabilisers against oxidation, heat, light, ozone
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/10Esters; Ether-esters
    • C08K5/11Esters; Ether-esters of acyclic polycarboxylic acids

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
BRPI1015965 2009-04-29 2010-04-26 thermoplastic polyurethane, process for producing a thermoplastic polyurethane, product, and, use of an ester BRPI1015965B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PCT/CN2009/071551 WO2010124459A1 (en) 2009-04-29 2009-04-29 A polyurethane with a plasticizer based on the ester of a tricarboxylic acid
CN2009001077 2009-09-25
PCT/EP2010/055490 WO2010125009A1 (en) 2009-04-29 2010-04-26 Soft thermoplastic polyurethane based on the ester of tricarboxylic acid

Publications (2)

Publication Number Publication Date
BRPI1015965A2 true BRPI1015965A2 (en) 2016-05-31
BRPI1015965B1 BRPI1015965B1 (en) 2019-12-10

Family

ID=42288512

Family Applications (1)

Application Number Title Priority Date Filing Date
BRPI1015965 BRPI1015965B1 (en) 2009-04-29 2010-04-26 thermoplastic polyurethane, process for producing a thermoplastic polyurethane, product, and, use of an ester

Country Status (8)

Country Link
US (2) US8993690B2 (en)
EP (1) EP2424912B1 (en)
JP (1) JP5654000B2 (en)
KR (1) KR101801687B1 (en)
CN (1) CN102414236B (en)
BR (1) BRPI1015965B1 (en)
ES (1) ES2449300T3 (en)
WO (1) WO2010125009A1 (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013149956A2 (en) 2012-04-05 2013-10-10 Basf Se Thermoplastic polyurethanes composition and preparation processes thereof
WO2014195211A1 (en) * 2013-06-04 2014-12-11 Basf Se Soft thermoplastic polyurethane elastomers and process for their preparation
KR102308489B1 (en) * 2013-06-04 2021-10-07 바스프 에스이 Soft thermoplastic polyurethane elastomers and process for their preparation
JP2016525167A (en) 2013-07-16 2016-08-22 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se Isocyanate prepolymer composition and crosslinked polyurethane made from the composition
CN106061447A (en) 2013-10-14 2016-10-26 巴斯夫欧洲公司 Disposable hygiene article comprising a melt-spun elastic fiber
MX2016009951A (en) * 2014-01-30 2016-11-11 Basf Se Stabilized plasticizers for thermoplastic polyurethane.
EP3107947B1 (en) * 2014-02-19 2019-01-02 Basf Se Hydrolysis resistant polyurethane mouldings composed of polyester polyurethane
CN106488940A (en) * 2014-05-13 2017-03-08 巴斯夫欧洲公司 Articles based on thermoplastic polyurethanes with low phenol content
RU2702351C2 (en) * 2015-03-09 2019-10-08 Басф Се Polyurethane molded articles with excellent flexibility at low temperatures
JP6822979B2 (en) 2015-05-20 2021-01-27 ビーエイエスエフ・ソシエタス・エウロパエアBasf Se Very thin tube made of TPU and its manufacturing method
CN120737303A (en) * 2016-12-23 2025-10-03 巴斯夫欧洲公司 Preparation method of transparent hard thermoplastic polyurethane
KR101881490B1 (en) 2017-09-19 2018-07-24 (주)우리케미칼 Environmentally Non-Phthalate Plasticizer and manufacturing method
WO2020174040A1 (en) * 2019-02-28 2020-09-03 Basf Se Soft particle foam consisting of thermoplastic polyurethane
CN114269543A (en) 2019-08-23 2022-04-01 巴斯夫欧洲公司 Method for preparing 3D object by fuse manufacturing method
JP2023518216A (en) 2020-03-13 2023-04-28 ビーエーエスエフ ソシエタス・ヨーロピア Photocurable compositions for 3D printing, their manufacture and use, and methods of forming 3D printed objects using the compositions
KR20230122085A (en) 2020-12-16 2023-08-22 바스프 에스이 Radiation-curable liquid composition and 3D-printed object formed therefrom
JP2024506080A (en) 2021-02-10 2024-02-08 キャボット コーポレイション Silica-reinforced thermoplastic polyurethane
EP4359216A1 (en) 2021-06-24 2024-05-01 Basf Se Composition for 3d-printing, 3d-printed object formed therefrom and process for forming the same
KR102885706B1 (en) * 2021-10-29 2025-11-14 주식회사 엘지화학 Propane tricarboxylate based plasticizer composition and resin composition comprising the same
JP7655634B2 (en) * 2021-10-29 2025-04-02 エルジー・ケム・リミテッド Propane tricarboxylate plasticizer composition and resin composition containing the same
CN114957967B (en) * 2021-11-24 2023-11-24 上海联景高分子材料有限公司 Thermoplastic polyurethane elastomer for charging pile sheath and preparation method thereof

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DE3323520A1 (en) 1983-06-30 1985-01-10 Basf Ag, 6700 Ludwigshafen SOFT, RUBBER-ELASTIC, THERMOPLASTIC POLYURETHANES, METHOD FOR THE PRODUCTION AND USE THEREOF
DE3903537A1 (en) * 1989-02-07 1990-08-09 Basf Ag REFRIGERANT IMPACT TOE, FLOWABLE, THERMOPLASTIC POLYURETHANE ELASTOMER COMPOSITIONS, METHOD FOR THEIR PRODUCTION AND THEIR USE
DE19648192A1 (en) * 1996-11-21 1998-06-04 Basf Ag Thermoplastic polyurethanes and processes for their production
EP0963837A1 (en) * 1998-06-09 1999-12-15 The Procter & Gamble Company Moisture vapour permeable composite structure and the utilisation thereof in absorbent articles
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US6576702B2 (en) * 2000-07-20 2003-06-10 Noveon Ip Holdings Corp. Plasticized waterborne polyurethane dispersions and manufacturing process
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Also Published As

Publication number Publication date
KR101801687B1 (en) 2017-11-27
JP2012525455A (en) 2012-10-22
WO2010125009A1 (en) 2010-11-04
CN102414236B (en) 2013-10-16
US20120041119A1 (en) 2012-02-16
EP2424912B1 (en) 2014-01-08
EP2424912A1 (en) 2012-03-07
JP5654000B2 (en) 2015-01-14
US8993690B2 (en) 2015-03-31
US20150133610A1 (en) 2015-05-14
BRPI1015965B1 (en) 2019-12-10
ES2449300T3 (en) 2014-03-19
KR20140014381A (en) 2014-02-06
CN102414236A (en) 2012-04-11

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